An Evening With His Favourite Princess

by beatbox9988

Rating: mature
Tags: Princess Luna, My Little Pony: Friendship is Magic, Romance, Sex, Pipsqueak
Length: 2465

Nightmare Night is just around the corner, and Pip is just bubbling with excitement! He hopes that his favourite princess could make a visit, but she might just do so a little sooner than he was expecting...

Nightmare Night is just around the corner, and Pip is just bubbling with excitement! He hopes that his favourite princess could make a visit, but she might just do so a little sooner than he was expecting...

TRIGGER WARNING: Foalcon

This little story was inspired by an image I saw on derpibooru and the comments below it.

Published 2014-10-16 14:10:03 UTC
Last updated 2014-10-16 14:10:03 UTC

The chapter in which I become completely shameless

A young colt tossed and turned under his blankets, muttering curses to himself that he was certain would get him in trouble if his mother heard. He tried closing his eyes shut, and telling his body to sleep, but that hardly helped.

Finally, he settled on laying on his back and looking out the window. The full moon hung high in the sky amidst the blanket of stars, casting its pale enchanting light through his window and illuminating his room in a (to him)comforting glow.

Pip couldn’t seem to fall asleep and he continued to grow more and more frustrated. He knew exactly why that brought about this particularly sleepless night about though; it was the night before NIghtmare Night!

Great, Pip thought sarcastically. Now I’ll never get to sleep.

Cursing again as he reminded himself of what tomorrow was, he peeled back the covers and sat upright. The combination of his eyes being long since adjusted to the darkness and the moonlight filtering through his partially covered window made surveying his room much easier.

He got up and hopped off his bed and landed on the soft carpeting. He contemplated on going outside and drinking a glass of warm milk, his mother had told him it would help, but he dare not venture out into the dark all alone. At least not in the state he was in.

He stepped over to the foot of his bed, where a wooden chest was located, and opened it. He smiled widely as he peered inside.

~0~

The door creaked open slowly, a young colt standing behind it. Who knew what was beyond the threshold of the wooden portal. In his mind, he was just stepping out of his grand ship, leading his band of misfits on a grand adventure through uncharted islands, looking for treasure!

Wearily, he took the first step into the dense jungle. Brandishing his sword, he cut and hacked his way through the thick foliage, bravely leading his crew forward. After what seemed like hours, him and his crew came out into a clearing, and they breathed a sigh of relief.

And that’s when he saw them.

They came in swarms, their green, cold eyes casting a foreboding glow just beyond the reaches of sunlight. They were surrounded.

A bead of cold sweat ran down his forehead and his eye patch. He clenched his sword a little tighter in his mouth, and he bent low, ready.

And then they attacked. What followed was the most gruesome and epic swordfight that would go down as a pirate legend, recounted and told for many generations to come.

Standing before his treasure, he smiled triumphantly. His sword was coated with oozing green blood, and his coat was pressed against his body, matted from perspiration, but that was all in the name of adventure, and that was what Captain Pip lived for!

He opened it and he found his mouth watering at the sight of his prize.

He downed his glass of warm milk hastily, some of the liquid trailing down the side of his mouth.

All the fighting, all the sacrifice, had led up to this moment, and he would cherish it for eternity.

He licked his lips and placed the glass back on the counter. He picked up his wooden sword and trotted out of the kitchen and back into his room. Closing the door quietly, he hopped back on the bed and crawled under the covers.

He sighed in satisfaction, sinking into the downy embrace. He could already feel the effects of the warm milk. His eyes began to droop, and his limbs started to grow heavy. He still had his pirate costume on, but he didn’t mind. He felt more comfortable wearing them anyway. As he drifted off to sleep, his favorite princess came to mind, and he sincerely hoped that she would make an appearance tomorrow.

~0~

Princess Luna looked up from her position on the bed, her eyes lighting up in joy at the sight of the strapping young stallion at the threshold. His mane was rough and unkept, but kept short and mostly tucked away under a red bandana. The eye that was not covered with an eyepatch was sharp, and held a glint of mischievousness.

The young stallion strode into the room with confidence, kicking the door behind him closed with a slender, but strong leg. “Greetings, milady,” he said, his voice smooth and deep, the very sound sending tingles down Luna’s back.

“Greetings, Captain Pip,” said she. She smiled, glad that he was home. She had been waiting for his return to what seemed like forever now. “I trust that your latest adventure was a successful one.”

“Indeed,” came the stallion’s reply. He flashed her a smile. “I have enough treasure to get you any jewel or diamonds you want.” He crossed the distance and rested his forelegs on the foot of their shared bed. “All for you, my Princess,” he said as he climbed on and joined Luna.

He continued crawling closer until their muzzles were only a scant few inches apart. He looked into her eyes, and she gazed into his. She brushed a hoof along Pip’s chest, feeling the lean muscles hiding underneath the tuft of fur that spilled out of his low cut shirt.

She extended one of her magnificent wings, and wrapped him in a blanket of soft feathers, pulling him just a little closer. Their bodies touched, and Pip relished the contact. “I love you, Princess…”

Her eyes lidded, full of love, as she slowly leaned in. Pip did the same. They were only a breath apart now, and Luna could tell that her betrothed smelled just like the ocean, salty and wild…

~0~

Blearily, Pip opened his eyes, and looked around. Judging by the fact that it was still really dark, he could safely assume that it wasn’t morning yet. Why was he awake then? Did he need to pee? Actually…

Pip did feel something in his groin though, but he wasn’t sure if he needed to go to the toilet. He scanned the vast expanse of his star spangled bed, and found a rather large lump underneath the covers. He raised an eyebrow at this revelation, his groggy mind still rather slow from recently being woken up.

“The bloody hell?” Pip said in his Trottingham accent as his brows furrowed in confusion. He threw the covers off of him, and two blue eyes greeted him.

He knew which pair it belonged to. His eyes catching a trail of wispy blue mane only confirmed his suspicions. “P-P-P-Princess Luna?!”

There, laying before him in his bed, was Princess Luna herself in all her night blue glory, her eyes staring intimately into his, her mouth salivating on his testicles and her tongue massaging his sheathe.

“P-Princess! What are you-” he was silenced with a blue hoof gently placed over his mouth.

“Hush now, dear Pip. We have seen thy dreams and thy most intimate desires. We have seen thy love for thy Princess, and now, my little pony, I will show you my gratitude.” Luna said seductively.

Pip had known about his favourite Princess’ dream walking powers after Scootaloo had told him after she had went camping that one time, but he never expected her to pay any mind. Looking back, he felt rather foolish and a blush made its way on his cheeks.

Now here she was, on his bed, kissing his privates. His mother had warned him about other strange ponies touching him there, but he knew the princess, and he could hardly say no.

“Gratitude?” he asked, before he was cut off as he felt her lips on his. It was soft and warm, comforting him even, but despite that, he felt like his heart was beating a mile a minute. His mind ran wild. He had had an embarrassing crush on the princess ever since he had met her at Nightmare Night last year, and he had not told anyone, not even his own mother, but he’d never thought it’d end up like this!

After what felt like forever, she pulled away, and already Pip missed the feeling of her lips on his.

“Oh, what’s this, my little Pip?” Luna asked playfully, eying his groin. Pip followed the princess’ gaze and landed on his privates, which wasn’t so private anymore. Sometime during their kiss, Pip’s penis had become unsheathed, veins and everything. It throbbed slightly, a small amount of crystalline fluid flowing down the side of it, glistening in the moonlight. Pip was mortified, to say the least. It would only ever get that stiff whenever one of his friends brought a Playcolt magazine to school or after a particularly restful night.

“I-I’m sorry, Princess!” Pip stammered. “I don’t- that doesn’t normally happen!”

His hooves rushed downwards in order to cover himself, but Luna’s horn lighted up and he felt his hooves being pulled away and to the sides by her magic, rendering him without a means to cover himself.

Now fully exposed, he felt himself blushing profusely as the Princess of the Night stared at his privates. What is she going to do?! he thought in panic. Is she going to gobble me up?!

“Please Princess, I’m sorry. Please don’t hurt me! It was just a dre-AH!”

Pip exclaimed mid sentence as he felt Luna’s pillowy lips giving the head of his penis a very delicate kiss, her tongue teasing the sensitive tip and coaxing out more of his tangy pre cum.

She licked her lips and a smile blossomed on her face, and so did a small red tint on her cheeks. “My, my, young Pip. You taste delicious!” she said in appraisal. “Would thou like to keep going?”

A part of Pip’s young mind screamed at him to tell her no, that this was not okay, but his heart yearned for the older mare’s touch, and apparently so does his throbbing appendage down south. Ever since he felt Luna touch him there, it was all he could think about.

Hesitantly, he nodded his assent. “I-I’d like that very much, Princess.” As soon as he got the last word out, Luna was on him in an instant, her mouth capturing his penis swiftly, but gently. Her tongue lashed out, brushing against his underside and teasing his testicles below.

Pip’s reaction was immediate: he gasped loudly, and his blush grew in intensity as new, foreign sensations racked his body, coaxing out a deep moan from the brown spotted colt.

W-what is she doing? thought Pip. I-is this what grown-ups do? Pip just couldn’t comprehend why the Princess was kissing the area which he uses to pee so passionately, but the pleasurable sensations that he was feeling reigned in his thoughts on the matter.

She pulled her head back up, and Pip’s little trooper was exposed to the cool night air, sending shivers down his body. Cheeks flushed, she brushed away some stray strands of her mane from her face, before she tilted sideways and started working his shaft. She feathered some light kisses on one side, working her way up, before giving the tip a hot smooch, before trailing back down the other side.

Her horn lit up, and a warm, blue hue surrounded Pip’s nuts, caressing and fondling it lovingly.

Pip groaned loudly, his hips bucking into the air as sweat made its way down his forehead. His heart was beating so fast, it actually hurt, but he didn’t want her to stop.

After a couple of minutes, she pulled her head back, and stared into his eyes. Both were filled with equal amounts of lust and desire, and while Pip was still confused on where this would all end up to, the princess knew exactly what she wanted.

And she was going to get it.

She parted her luscious lips ever so slightly, letting her tongue hang and cradled his crown, teasing him with her hot breaths. The throbbing in Pip’s penis was constant now, emitting a constant glob of pre, which was gladly accepted by Luna’s hungry tongue.

Pip’s mind was clouded, and stringing together coherent thoughts seemed nigh impossible for the intrepid colt. All he knew was that his princess’ tongue felt really good, and he found himself wanting it more than anything else in the world.

She dove in.

Pip’s little adventurer plunged into Luna’s moist cavern. He didn’t know spelunking could feel this good, but now he knew better. His mind melted like a hot knife through butter, and his vision blackened at the edges.

His hips bucked instinctively, pre cum leaking like a faucet now. He let out a high pitched whine full of pleasure as tears formed at the corners of his eyes, further blurring his vision. All he could see was the trail of his princess’ blue mane, but he was completely fine with that.

Pip’s member was rather large for a colt his age, but nothing Princess Luna couldn’t handle. She bobbed her head on his dick eagerly, the copious amounts of pre cum spurring her on to quicken her pace, teasing her with its salty goodness and for what’s to come.

Pip, being his first time with anyone, let alone a princess with eons of experience, naturally couldn’t last very long. With one final bob, his dick was buried fully and firmly within the confines of her snug throat. Luna felt that he was close and although she felt a little disappointed, it was understandable.

It throbbed and swelled, its veins seemingly going to pop out, before finally releasing its gooey contents. Pip’s orgasm caught Luna by surprise as she felt the first spurt shot out with such intensity, it nearly caused her to gag. She swallowed quickly, making way to the second and third spurts. Finally, she pulled her head back back, catching the last few spurts on her tongue, tasting the salty goodness.

She moaned in approval as she licked her lips, satisfied.

“That was certainly admirable, little Pip,” she said as she turned toward him, but was a little surprised when she saw him already snoring soundly.

She smiled warmly at the sight, and pulled the blankets over his limp form. She cuddled up next to him and held him close in an embrace. She draped a mighty blue wing around him, covering him up under another blanket made of feathers. “Goodnight, my prince.”

She looked up from Pip’s calm face to her moon outside the window. “What a wonderful night.”

What a wonderful night indeed.

~End~

Author's Note

If I butchered Princess Luna's speech, then please please please let me know right away! Best princess doesn't deserve that kind of treatment ;(